5-broMo-2-Methyl-1H-1,3-benzodiazole

5-broMo-2-Methyl-1H-1,3-benzodiazole - Names and Identifiers

Name	5-BROMO-2-METHYL-1H-BENZIMIDAZOLE
Synonyms	5-BROMO-2-METHYLBENZIMIDAZOLE 5-Bromo-2-methylbenzoimidazole 5-BROMO-2-METHYL-1H-BENZIMIDAZOLE 6-bromo-2-methyl-1H-benzimidazole 5-Bromo-2-methyl-1H-benzoimidazole 1H-BenziMidazole, 6-broMo-2-Methyl- 5-broMo-2-Methyl-1H-1,3-benzodiazole 5-BROMO-2-METHYL-1H-BENZ(D)IMIDAZOLE 5-BROMO-2-METHYL-1H-BENZO[D]IMIDAZOLE
CAS	1964-77-8
InChI	InChI=1/C8H7BrN2/c1-5-10-7-3-2-6(9)4-8(7)11-5/h2-4H,1H3,(H,10,11)

5-broMo-2-Methyl-1H-1,3-benzodiazole - Physico-chemical Properties

Molecular Formula	C8H7BrN2
Molar Mass	211.06
Density	1.654±0.06 g/cm3(Predicted)
Melting Point	214-215 °C
Boling Point	397.3±15.0 °C(Predicted)
Flash Point	194.1°C
Vapor Presure	3.66E-06mmHg at 25°C
pKa	10.50±0.10(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.696

5-broMo-2-Methyl-1H-1,3-benzodiazole - Reference Information

Uses

5-bromo-2-methyl-1H-benzo [D] imidazole is a benzo [D] imidazole derivative. Benzimidazole compounds have anti-HIV-1, anti-tumor, anti-cell proliferation, anti-parasite, anti-inflammatory, antioxidant and anti-epileptic biological activities. In addition, these compounds are also used as metal ligands. Therefore, the synthesis of such compounds has attracted the attention of chemists.

Preparation

The synthesis method of benzimidazole compounds is divided into three types: o-phenylenediamine and carboxylic acid, carboxylic acid derivatives and aldehyde according to the different reaction substrates. Cyclic synthesis of benzimidazole compounds by o-phenylenediamine derivatives under oxidation conditions has been the most studied method. O-phenylenediamine derivatives and aldehyde dehydration condensation to obtain N-methylene o-phenylenediamine derivatives, and benzimidazoline tautomerism. Because the thermodynamic stability of the two is different, because only N-methylene o-phenylenediamine derivatives are found in the experiment of detecting the reaction intermediate, which are dehydrogenated under the action of an oxidant to obtain benzimidazole ring structure unit. Preparation of 5-Bromo-2-methyl-1H-benzo [D] imidazole was prepared with 4-bromo-phenylenediamine as the starting material and cyclically with N-methoxy-N-methylacetamide. 4-Bromo-o-phenylenediamine is dissolved in a 1:1 mixed solution of methanol and water, N-methoxy-N-methylacetamide is added, and the reaction is at 50 ℃ for 2 hours; after cooling to room temperature, it is concentrated under reduced pressure to remove methanol, the remaining aqueous phase is added with sodium hydroxide aqueous solution, ethyl acetate is added for extraction twice, the extracted organic layers are combined, the organic phase is washed with purified water and saturated salt water, anhydrous magnesium sulfate is dried, and filtration is performed, the organic solvent is spun out under reduced pressure, and the residue is recrystallized with ethanol and water to obtain the product 5-bromo-2-methyl-1H-benzo [D] imidazole.

Last Update：2024-04-09 02:00:07